NP-MRD: Showing NP-Card for o-octanoylcarnitine (NP0241657)

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Record Information

Version

2.0

Created at

2022-09-07 01:47:38 UTC

Updated at

2022-09-07 01:47:38 UTC

NP-MRD ID

NP0241657

Secondary Accession Numbers

None

Natural Product Identification

Common Name

o-octanoylcarnitine

Description

O-octanoylcarnitine belongs to the class of organic compounds known as acyl carnitines. These are organic compounds containing a fatty acid with the carboxylic acid attached to carnitine through an ester bond. Thus, O-octanoylcarnitine is considered to be a fatty ester. Based on a literature review very few articles have been published on O-octanoylcarnitine.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 49 48  0  0  0  0  0  0  0  0999 V2000
    6.6371    0.2349    0.1784 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5864    1.2492   -0.2193 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4498    0.6291   -0.9615 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7294   -0.4293   -0.1659 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1728    0.2085    1.1036 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4421   -0.7991    1.9337 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2828   -1.4257    1.2180 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2363   -0.4617    0.8102 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2831    0.7608    1.0611 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8869   -0.8843    0.1047 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9158   -0.0020   -0.3082 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9469   -0.0444   -1.8125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2208   -1.4054   -2.3321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2862   -1.5245   -3.5882 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4066   -2.5317   -1.5784 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.1714   -0.4289    0.3699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3415    0.3358    0.0856 N   0  0  0  0  0  4  0  0  0  0  0  0
   -5.2539    0.1359    1.2282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1519    1.7482   -0.0287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0895   -0.1787   -1.0713 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4725   -0.1331    1.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5987   -0.6603   -0.4783 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6367    0.7205    0.1536 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0504    1.9969   -0.9154 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2121    1.8178    0.6420 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7427    1.4376   -1.2340 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8679    0.1957   -1.9010 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3850   -1.2755    0.1055 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9159   -0.8272   -0.8145 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0644    0.5214    1.6963 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5401    1.0565    0.8323 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0461   -0.2706    2.8286 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1528   -1.5646    2.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8857   -2.2186    1.8862 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6175   -1.9389    0.2906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5938    1.0175    0.0582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8873    0.1845   -2.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5602    0.7358   -2.2747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9703   -0.2998    1.4772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3919   -1.4914    0.2501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0502    0.8607    2.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0810   -0.8801    1.6221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3070    0.2325    0.8699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0038    2.3313    0.4335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2466    2.1473    0.4255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2240    2.0209   -1.1226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9214    0.4501   -1.9724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1999   -0.1031   -0.8833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8998   -1.2506   -1.2377 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 15  1  0
 13 14  2  0
 11 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 17 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
 11 36  1  6
 12 37  1  0
 12 38  1  0
 16 39  1  0
 16 40  1  0
 18 41  1  0
 18 42  1  0
 18 43  1  0
 19 44  1  0
 19 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 20 49  1  0
M  CHG  2  15  -1  17   1
M  END

  Mrv1652309072203472D          

 20 19  0  0  0  0            999 V2000
    2.2836   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980   -2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270   -2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559   -2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849   -2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849   -3.3809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993   -2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138   -2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4283   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4283   -1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1427   -0.9059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138   -0.9059    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    8.7138   -3.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4283   -3.7934    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    9.0158   -4.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8408   -3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1427   -4.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 17 20  1  0  0  0  0
M  CHG  2  15  -1  17   1
M  END
> <DATABASE_ID>
NP0241657

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCC(=O)OC(CC([O-])=O)C[N+](C)(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H29NO4/c1-5-6-7-8-9-10-15(19)20-13(11-14(17)18)12-16(2,3)4/h13H,5-12H2,1-4H3

> <INCHI_KEY>
CXTATJFJDMJMIY-UHFFFAOYSA-N

> <FORMULA>
C15H29NO4

> <MOLECULAR_WEIGHT>
287.4

> <EXACT_MASS>
287.209658418

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
33.36401687533641

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(octanoyloxy)-4-(trimethylazaniumyl)butanoate

> <JCHEM_LOGP>
-1.5230014658050801

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.216763902737658

> <JCHEM_PKA_STRONGEST_BASIC>
-7.057186892022269

> <JCHEM_POLAR_SURFACE_AREA>
66.43

> <JCHEM_REFRACTIVITY>
100.2687

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
3-(octanoyloxy)-4-(trimethylammonio)butanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       4.263  -4.001   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.596  -4.771   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.930  -4.001   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.264  -4.771   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.597  -4.001   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.931  -4.771   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.265  -4.001   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.598  -4.771   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      13.598  -6.311   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      14.932  -4.001   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      16.266  -4.771   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      17.599  -4.001   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      17.599  -2.461   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      18.933  -1.691   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      16.266  -1.691   0.000  0.00  0.00           O-1
HETATM   16  C   UNK     0      16.266  -6.311   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0      17.599  -7.081   0.000  0.00  0.00           N+1
HETATM   18  C   UNK     0      16.829  -8.415   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      18.369  -5.747   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      18.933  -7.851   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   11   17                                                       
CONECT   17   16   18   19   20                                             
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   17                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

View in JSmol

Synonyms

Value	Source
3-(Octanoyloxy)-4-(trimethylammonio)butanoate	ChEBI
Octanoylcarnitine	ChEBI
3-(Octanoyloxy)-4-(trimethylammonio)butanoic acid	Generator
Octanoylcarnitine chloride, (+-)-isomer	MeSH
Octanoylcarnitine, (+-)-isomer	MeSH
Octanoylcarnitine chloride, (R)-isomer	MeSH
Octanoylcarnitine, (R)-isomer	MeSH
Octanoylcarnitine chloride	MeSH

Chemical Formula

C₁₅H₂₉NO₄

Average Mass

287.4000 Da

Monoisotopic Mass

287.20966 Da

IUPAC Name

3-(octanoyloxy)-4-(trimethylazaniumyl)butanoate

Traditional Name

3-(octanoyloxy)-4-(trimethylammonio)butanoate

CAS Registry Number

Not Available

SMILES

CCCCCCCC(=O)OC(CC([O-])=O)C[N+](C)(C)C

InChI Identifier

InChI=1S/C15H29NO4/c1-5-6-7-8-9-10-15(19)20-13(11-14(17)18)12-16(2,3)4/h13H,5-12H2,1-4H3

InChI Key

CXTATJFJDMJMIY-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acyl carnitines. These are organic compounds containing a fatty acid with the carboxylic acid attached to carnitine through an ester bond.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Acyl carnitines

Alternative Parents

Substituents

Acyl-carnitine
Dicarboxylic acid or derivatives
Tetraalkylammonium salt
Quaternary ammonium salt
Carboxylic acid ester
Carboxylic acid salt
Carboxylic acid derivative
Carboxylic acid
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Organic salt
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

O-acylcarnitine (CHEBI:73039 )
octanoate ester (CHEBI:73039 )
a small molecule (L-OCTANOYLCARNITINE )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-1.5	ChemAxon
pKa (Strongest Acidic)	4.22	ChemAxon
pKa (Strongest Basic)	-7.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	66.43 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	100.27 m³·mol⁻¹	ChemAxon
Polarizability	33.36 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

110274

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

123701

PDB ID

Not Available

ChEBI ID

73039

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for o-octanoylcarnitine (NP0241657)

MOL for NP0241657 (o-octanoylcarnitine)

3D MOL for NP0241657 (o-octanoylcarnitine)

3D SDF for NP0241657 (o-octanoylcarnitine)

3D-SDF for NP0241657 (o-octanoylcarnitine)

PDB for NP0241657 (o-octanoylcarnitine)

3D PDB for NP0241657 (o-octanoylcarnitine)

SMILES for NP0241657 (o-octanoylcarnitine)

INCHI for NP0241657 (o-octanoylcarnitine)

Structure for NP0241657 (o-octanoylcarnitine)

3D Structure for NP0241657 (o-octanoylcarnitine)